CHEBI:73178 - acibenzolar-S-methyl

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name acibenzolar-S-methyl
ChEBI ID CHEBI:73178
ChEBI ASCII Name acibenzolar-S-methyl
Definition A benzothiadiazole that is the S-methyl thioester derivative of acibenzolar. A profungicide (by hydrolysis of the thioester group to give the corresponding carboxylic acid), it is used as a fungicide and plant activator on a variety of crops, including cotton, chili peppers, lettuce, onions, spinach, tobacco, and tomatoes.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Johnny Lloyd
Supplier Information
Download Molfile XML SDF
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C8H6N2OS2
Net Charge 0
Average Mass 210.27600
Monoisotopic Mass 209.992
InChI InChI=1S/C8H6N2OS2/c1-12-8(11)5-3-2-4-6-7(5)13-10-9-6/h2-4H,1H3
InChIKey UELITFHSCLAHKR-UHFFFAOYSA-N
SMILES CSC(=O)c1cccc2nnsc12
Roles Classification
Biological Role(s): antifungal agrochemical
Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
profungicide
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active fungicide for which it is a profungicide.
Application(s): antifungal agrochemical
Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
plant activator
Any compound that protects plants by activating their defence mechanisms.
profungicide
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active fungicide for which it is a profungicide.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing acibenzolar-S-methyl (CHEBI:73178) has functional parent acibenzolar (CHEBI:73185)
acibenzolar-S-methyl (CHEBI:73178) has role antifungal agrochemical (CHEBI:86328)
acibenzolar-S-methyl (CHEBI:73178) has role plant activator (CHEBI:73182)
acibenzolar-S-methyl (CHEBI:73178) has role profungicide (CHEBI:136645)
acibenzolar-S-methyl (CHEBI:73178) is a benzothiadiazole (CHEBI:48864)
acibenzolar-S-methyl (CHEBI:73178) is a thioester (CHEBI:51277)
IUPAC Name
S-methyl 1,2,3-benzothiadiazole-7-carbothioate
Synonyms Sources
1,2,3-benzothiadiazole-7-carboxlic acid thiomethyl ester ChEBI
7-(methylthiocarbonyl)-benzo-1,2,3-thiadiazole ChEBI
benzo-(1,2,3)-thiadiazole-7-carbothioic acid S-methyl ester ChEBI
BTH ChEBI
S-methyl benzo[1,2,3]thiadiazole-7-carbothioate ChEBI
Brand Name Source
Actigard ChemIDplus
Database Links Databases
acibenzolar-s-methyl Alan Wood's Pesticides
Acibenzolar-S-methyl Wikipedia
View more database links
Registry Numbers Types Sources
135158-54-2 CAS Registry Number ChemIDplus
8055445 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11838287 PubMed citation Europe PMC
19265983 PubMed citation Europe PMC
20377227 PubMed citation Europe PMC
20621100 PubMed citation Europe PMC
20652832 PubMed citation Europe PMC
20730989 PubMed citation Europe PMC
21726155 PubMed citation Europe PMC
22456950 PubMed citation Europe PMC
22595304 PubMed citation Europe PMC
22928310 PubMed citation Europe PMC
25779462 PubMed citation Europe PMC
26449612 PubMed citation Europe PMC
27116913 PubMed citation Europe PMC
27733862 PubMed citation Europe PMC
IND44133747 Agricola citation Europe PMC
IND44133762 Agricola citation Europe PMC
IND44136158 Agricola citation Europe PMC
IND44148919 Agricola citation Europe PMC
IND44438913 Agricola citation Europe PMC
IND44452869 Agricola citation Europe PMC
Last Modified
31 March 2017